Caprinylglycinate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Caprinylglycinate
• 英文别名: 2-(decanoylamino)acetate
• 化学式: C12H22NO3-
• 分子量: 228.31
• InChiKey: WRRYZYASRAUROW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  69.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  抗坏血酸 、 Caprinylglycinate 、 氧气 生成 水 、 monodehydro-L-ascorbate radical 、 N-decanoyl-(2S)-hydroxyglycine
  参考文献：
  名称：

  N-酰基甘氨酸酰胺化：对脂肪酸伯酰胺生物合成的影响。

  摘要：

  双功能肽基甘氨酸α-酰胺化酶（α-AE）催化C端甘氨酸延伸的激素原的O2依赖性转化为活性的C端α-酰胺化的肽和乙醛酸。我们表明，α-AE也将催化N-酰基甘氨酸的氧化裂解，从N-甲酰基甘氨酸到N-花生四烯酰基甘氨酸。N-甲酰甘氨酸是迄今为止报道的α-AE最小的酰胺底物。N-酰基甘氨酸酰胺化的（V / K）app大约变化1000倍，（V / K）app随着酰基链长度的增加而增加。这种影响很大程度上是对KM，app的影响；N-甲酰基甘氨酸的KM，app为23 +/- 0.88 mM，而N-月桂酰甘氨酸和更长链的N-酰基甘氨酸，KM，app为60-90 microM。对于N-乙酰基甘氨酸，N-（叔丁氧羰基）甘氨酸，N-己酰基甘氨酸的酰胺化，和N-油酰甘氨酸，O2消耗的速度快于乙醛酸的产生速度。这些结果表明在乙醛酸酯产生之前，必须先由N-酰基甘氨酸初步形成氧化中间体。通过二维1H-13C异核多量子相

  DOI：

  10.1021/bi982255j
• 作为产物：
  描述：

  decanoyl-CoA(4-) 、 聚甘氨酸 生成 coenzyme A 、 氢(+1)阳离子 、 Caprinylglycinate
  参考文献：
  名称：

  Identification of glycineN‐acyltransferase‐like 2 (GLYATL2) as a transferase that producesN‐acyl glycines in humans

  摘要：

  The discovery of glycine conjugates of long-chain fatty acids (N-acyl glycines) in the brain and other non-neuronal tissues has led to the identification of an emerging class of bioactive lipids. The biological activities of N-acyl glycines include antinociceptive, anti-inflammatory and antiproliferative effects, and activation of G-protein-coupled receptors. However, despite the fact that N-acyl glycines are emerging as a distinct lipid signaling family, pathways for their production are not fully elucidated. Here we report on the characterization of human glycine N-acyltransferase-like 2 (hGLYATL2), a member of a gene family of 4 putative glycine conjugating enzymes, and show that it synthesizes various N-acyl glycines. Recombinantly expressed hGLYATL2 efficiently conjugated oleoyl-CoA, arachidonoyl-CoA, and other medium-and long-chain acyl-CoAs to glycine. The enzyme was specific for glycine as an acceptor molecule, and preferentially produced N-oleoyl glycine. The hGLYATL2 enzyme is localized to the endoplasmic reticulum, and the mRNA shows highest expression in salivary gland and trachea, but is also detected in spinal cord and skin fibroblasts. The expression pattern and the identification of high levels of N-acyl glycines in skin and lung may indicate a role for N-acyl glycines in barrier function/immune response and the potential role of hGLYATL2 in this regard is discussed.-Waluk, D. P., Schultz, N., Hunt, M. C. Identification of glycine N-acyltransferase-like 2 (GLYATL2) as a transferase that produces N-acyl glycines in humans. FASEB J. 24, 2795-2803 (2010). www.fasebj.org

  DOI：

  10.1096/fj.09-148551